epoxy azadiradione pp

ID: ALA2288869

PubChem CID: 76327467

Max Phase: Preclinical

Molecular Formula: C28H34O8

Molecular Weight: 498.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@H]1C[C@H]2C(C)(C)C(=O)C=C[C@]2(C)[C@H]2CC[C@@]3(C)[C@H](C4=CC(O)OC4=O)C(=O)[C@H]4O[C@]43[C@@]21C

Standard InChI:  InChI=1S/C28H34O8/c1-13(29)34-18-12-16-24(2,3)17(30)8-9-25(16,4)15-7-10-26(5)20(14-11-19(31)35-23(14)33)21(32)22-28(26,36-22)27(15,18)6/h8-9,11,15-16,18-20,22,31H,7,10,12H2,1-6H3/t15-,16+,18-,19?,20-,22-,25-,26+,27+,28-/m1/s1

Standard InChI Key:  KMGFDEJJTURBCE-BTEWWXTDSA-N

Molfile:  

     RDKit          2D

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   14.9290  -15.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3  1  1  0
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  9  2  1  0
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 23 34  2  0
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  1 36  1  1
  7 36  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2288869

   EPOXY AZADIRADIONE PP

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 498.57

Molecular Weight (Monoisotopic): 498.2254

AlogP: 2.67

#Rotatable Bonds: 2

Polar Surface Area: 119.50

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.80

CX Basic pKa: ┄

CX LogP: 3.43

CX LogD: 3.43

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.46

Np Likeness Score: 3.45

References

1. Suresh G, Gopalakrishnan G, Wesley SD, Pradeep Singh ND, Malathi R, Rajan SS..  (2002)  Insect antifeedant activity of tetranortriterpenoids from the Rutales. A perusal of structural relations.,  50  (16): [PMID:12137465] [10.1021/jf025534t]

Source

Source(1):

• Scientific Literature